Hotels in Chestertown

Search over 1,074 hotels from $59

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Top Rated Chestertown Hotels

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheap Chestertown hotels options

    Driftwood Inn

    Driftwood Inn

    609 Washington Avenue, Chestertown, MD
    Comfort Inn & Suites Chestertown

    Comfort Inn & Suites Chestertown

    150 Scheeler Road, Chestertown, MD
    $114 nightly
    The price is $126 total per night from Sep 14 to Sep 15
    $126 total
    Sep 14 - Sep 15
    Total with taxes and fees

Where should you stay in Chestertown?

What are some of the best hotels to stay with the kids in Chestertown?

Book one of these hotels for you and the kids in Chestertown. Comfort Inn & Suites Chestertown is a hotel offering free parking, free full breakfast, and laundry facilities. You and your family can also consider Red Roof Inn & Suites Chestertown, a hotel offering free parking, laundry facilities, and free WiFi.

What are the best hotels in central Chestertown?

These are some of the most popular hotels in the center of Chestertown:

Close to central Chestertown, you'll find interesting places to visit like Historical Society of Kent County Maryland.

Chestertown hotels essential information

Accommodation
1,074 hotels
Lowest Price
$59
Highest Price
$461
Popular hotels
Red Roof Inn & Suites Chestertown, Comfort Inn & Suites Chestertown, The Lodge at Great Oak Landing, Historic Inns of Annapolis, Sagamore Pendry Baltimore, Best Western Plus Hotel & Conference Center, Hilton Garden Inn Baltimore/White Marsh, Quality Inn & Suites Bel Air I-95 Exit 77A, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Courtyard by Marriott Baltimore Downtown/McHenry Row, Fairfield Inn & Suites by Marriott White Marsh